o-(Trifluoromethyl)benzaldehyde → HCID 68120304, compound

HRID 329277Notes

Reaction equation

HRID 329277 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[CH2:13]([O:15][C:16](=[O:24])[CH2:17][C:18]([CH2:20][O:21][CH2:22][CH3:23])=O)[CH3:14].[CH2:25]([O:27][C:28](=[O:33])/[CH:29]=[C:30](\[NH2:32])/[CH3:31])[CH3:26]>C(O)C>[CH2:13]([O:15][C:16]([C:17]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=2[C:2]([F:12])([F:11])[F:1])[C:29]([C:28]([O:27][CH2:25][CH3:26])=[O:33])=[C:30]([CH3:31])[NH:32][C:18]=1[CH2:20][O:21][CH2:22][CH3:23])=[O:24])[CH3:14]

Participants

5

Reactant 3

HCID 123067o-(Trifluoromethyl)benzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 3016245Ethyl 4-ethoxy-3-oxobutyrate

Product 1

HCID 68120304HCID 68120304, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.4 g of 2-trifluoromethylbenzaldehyde, 17.4 g of γ-ethoxyacetoacetic acid ethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 80 ml of ethanol are heated under reflux overnight, the mixture is cooled and 2-ethoxymethyl-6-methyl-4-(2'-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester is obtained in the form of white-yellow crystals of melting point 112° C, in a yield of 55% of theory.

Workup

  1. temperatureunder reflux overnight
  2. temperaturethe mixture is cooled

Sources & evidence

ORD record
ord-3b964bc05884436e939089f229b19dfa
Source dataset
uspto-grants-1977_04
Patent number
US04020178

Reaction notes

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